GB915237A - Production of aqueous dispersions of highly polymeric esters which give films resistant to saponification - Google Patents
Production of aqueous dispersions of highly polymeric esters which give films resistant to saponificationInfo
- Publication number
- GB915237A GB915237A GB2720461A GB2720461A GB915237A GB 915237 A GB915237 A GB 915237A GB 2720461 A GB2720461 A GB 2720461A GB 2720461 A GB2720461 A GB 2720461A GB 915237 A GB915237 A GB 915237A
- Authority
- GB
- United Kingdom
- Prior art keywords
- vinyl
- acrylate
- methacrylamide
- methacrylate
- tert
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000006185 dispersion Substances 0.000 title abstract 4
- 150000002148 esters Chemical class 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 238000007127 saponification reaction Methods 0.000 title 1
- 229920001577 copolymer Polymers 0.000 abstract 4
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 abstract 3
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract 2
- 239000004159 Potassium persulphate Substances 0.000 abstract 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 abstract 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 abstract 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 239000000084 colloidal system Substances 0.000 abstract 2
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 238000006116 polymerization reaction Methods 0.000 abstract 2
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 abstract 2
- 235000019394 potassium persulphate Nutrition 0.000 abstract 2
- 230000001681 protective effect Effects 0.000 abstract 2
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 abstract 2
- FKWURGDTWUGDQB-UHFFFAOYSA-N (1-ethylcyclohexyl) prop-2-enoate Chemical compound C=CC(=O)OC1(CC)CCCCC1 FKWURGDTWUGDQB-UHFFFAOYSA-N 0.000 abstract 1
- JHPBZFOKBAGZBL-UHFFFAOYSA-N (3-hydroxy-2,2,4-trimethylpentyl) 2-methylprop-2-enoate Chemical compound CC(C)C(O)C(C)(C)COC(=O)C(C)=C JHPBZFOKBAGZBL-UHFFFAOYSA-N 0.000 abstract 1
- MKTOIPPVFPJEQO-UHFFFAOYSA-N 4-(3-carboxypropanoylperoxy)-4-oxobutanoic acid Chemical compound OC(=O)CCC(=O)OOC(=O)CCC(O)=O MKTOIPPVFPJEQO-UHFFFAOYSA-N 0.000 abstract 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 abstract 1
- 239000004160 Ammonium persulphate Substances 0.000 abstract 1
- FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 abstract 1
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 abstract 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 abstract 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 abstract 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 abstract 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 abstract 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 abstract 1
- 235000019395 ammonium persulphate Nutrition 0.000 abstract 1
- -1 azo diisobutyramide Chemical compound 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 239000003995 emulsifying agent Substances 0.000 abstract 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-M hexanoate Chemical compound CCCCCC([O-])=O FUZZWVXGSFPDMH-UHFFFAOYSA-M 0.000 abstract 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 abstract 1
- 229920003063 hydroxymethyl cellulose Polymers 0.000 abstract 1
- 229940031574 hydroxymethyl cellulose Drugs 0.000 abstract 1
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 abstract 1
- 239000000178 monomer Substances 0.000 abstract 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 abstract 1
- 239000003973 paint Substances 0.000 abstract 1
- ULDDEWDFUNBUCM-UHFFFAOYSA-N pentyl prop-2-enoate Chemical compound CCCCCOC(=O)C=C ULDDEWDFUNBUCM-UHFFFAOYSA-N 0.000 abstract 1
- 239000000049 pigment Substances 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 239000004408 titanium dioxide Substances 0.000 abstract 1
- 229920001567 vinyl ester resin Polymers 0.000 abstract 1
Classifications
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F16—ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
- F16K—VALVES; TAPS; COCKS; ACTUATING-FLOATS; DEVICES FOR VENTING OR AERATING
- F16K5/00—Plug valves; Taps or cocks comprising only cut-off apparatus having at least one of the sealing faces shaped as a more or less complete surface of a solid of revolution, the opening and closing movement being predominantly rotary
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F18/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid or of a haloformic acid
- C08F18/02—Esters of monocarboxylic acids
- C08F18/04—Vinyl esters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F218/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid or of a haloformic acid
- C08F218/02—Esters of monocarboxylic acids
- C08F218/04—Vinyl esters
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D151/00—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers
- C09D151/003—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers grafted on to macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Wood Science & Technology (AREA)
- Materials Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Paints Or Removers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerisation Methods In General (AREA)
Abstract
Aqueous dispersions of highly polymeric esters which give alkali-resistant films are prepared by a process wherein 10 to 40 parts by weight of an acrylic or methacrylic ester of a branched chain alcohol with at least four carbon atoms and 90 to 60 parts by weight of a vinyl ester of a carboxylic acid with 2 to 18 carbon atoms are copolymerized in the presence of a protective colloid in aqueous dispersion by known methods. Specified monomers are tert. butyl acrylate and methacrylate, tert. amyl acrylate and methacrylate, ethylcyclo-hexyl acrylate and methacrylate and 2-ethylhexyl acrylate; and vinyl acetate, propionate, butyrate, hexoate, stearate and octadecylate. Specified protective colloids are acrylamide, methacrylamide and vinyl pyrrolidone polymers and copolymers, hydroxymethyl cellulose and hydroxyethyl cellulose. Emulsifiers may also be present. Polymerization may be effected in the presence of catalysts, e.g. hydrogen peroxide, potassium persulphate, ammonium persulphate, azo diisobutyramide, succinyl peroxide and redox systems. The dispersions may be compounded with softeners, pigments, e.g. barium sulphate and titanium dioxide, and other auxiliaries and used in the manufacture of paints. Examples describe the polymerization in the presence of potassium persulphate and an ethylene oxide adduct of sperm oil alcohol of (1) vinyl propionate and tert. butyl acrylate with a methacrylamide-vinyl pyrrolidone copolymer, (2) vinyl propionate and 2-ethylhexyl acrylate with a methacrylamide-vinyl pyrrolidone copolymer and (3) vinyl acetate and 2-ethylhexyl acrylate with an acrylamide-vinyl pyrrolidone copolymer.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEB58758A DE1115454B (en) | 1960-07-28 | 1960-07-28 | Process for the preparation of aqueous dispersions of high polymer esters, which give saponification resistant films |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB915237A true GB915237A (en) | 1963-01-09 |
Family
ID=6972190
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2720461A Expired GB915237A (en) | 1960-07-28 | 1961-07-27 | Production of aqueous dispersions of highly polymeric esters which give films resistant to saponification |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE606452A (en) |
| CH (1) | CH392893A (en) |
| DE (1) | DE1115454B (en) |
| GB (1) | GB915237A (en) |
| NL (1) | NL267356A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2001044329A1 (en) * | 1999-12-17 | 2001-06-21 | Basf Aktiengesellschaft | Polyvinyl alcohol stabilised polymerisate for improving the optimal brightening of coating materials |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1260146B (en) * | 1965-02-12 | 1968-02-01 | Basf Ag | Process for the preparation of aqueous dispersions of vinyl ester polymers or copolymers |
| DE3437920A1 (en) * | 1984-10-17 | 1986-04-17 | Basf Ag, 6700 Ludwigshafen | Process for the preparation of vinyl propionate copolymer dispersions |
| DE19962566A1 (en) * | 1999-12-23 | 2001-07-05 | Wacker Polymer Systems Gmbh | Process for the production of vinyl ester (meth) acrylic acid ester copolymers |
-
0
- BE BE606452D patent/BE606452A/xx unknown
- NL NL267356D patent/NL267356A/xx unknown
-
1960
- 1960-07-28 DE DEB58758A patent/DE1115454B/en active Pending
-
1961
- 1961-06-13 CH CH688861A patent/CH392893A/en unknown
- 1961-07-27 GB GB2720461A patent/GB915237A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2001044329A1 (en) * | 1999-12-17 | 2001-06-21 | Basf Aktiengesellschaft | Polyvinyl alcohol stabilised polymerisate for improving the optimal brightening of coating materials |
Also Published As
| Publication number | Publication date |
|---|---|
| BE606452A (en) | |
| DE1115454B (en) | 1961-10-19 |
| NL267356A (en) | |
| CH392893A (en) | 1965-05-31 |
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